8-Bromoadenosine - CAS 2946-39-6
Catalog: |
BB020209 |
Product Name: |
8-Bromoadenosine |
CAS: |
2946-39-6 |
Synonyms: |
8-Bromo-ribo Adenosine; 6-Amino-8-bromopurine Riboside; NSC 79213; 8-Bromo Adenosine; (2R,3R,4S,5R)-2-(6-Amino-8-bromo-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol; Bromoadenosine; 8-Bromo-adenosine; 8-Bromoadenine-9-β-D-ribofuranoside |
IUPAC Name: | (2R,3R,4S,5R)-2-(6-amino-8-bromopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol |
Description: | 8-Bromoadenosine is an adenosine binding inhibitor. 8-Bromoadenosine is a modified nucleoside with a bromine atom at the 8-position of the adenine base. It is used in biochemical research to study nucleic acid structure and function, and to investigate interactions between nucleic acids and proteins. |
Molecular Weight: | 346.14 |
Molecular Formula: | C10H12BrN5O4 |
Canonical SMILES: | C1=NC2=C(C(=N1)N)N=C(N2C3C(C(C(O3)CO)O)O)Br |
InChI: | InChI=1S/C10H12BrN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1 |
InChI Key: | VJUPMOPLUQHMLE-UUOKFMHZSA-N |
Boiling Point: | 717.7±70.0 °C at 760 mmHg |
Melting Point: | >183 °C (dec.) |
Purity: | ≥97% by HPLC |
Density: | 2.45±0.1 g/cm3 |
Solubility: | Soluble in DMSO (Slightly), Methanol (Slightly, Sonicated) |
Appearance: | Off-white to pale beige solid |
Storage: | Store at 2-8 °C |
MDL: | MFCD00005733 |
LogP: | -0.63630 |
GHS Hazard Statement: | H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] |
Precautionary Statement: | P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501 |
Signal Word: | Warning |
Publication Number | Title | Priority Date |
CN-112079883-A | Production process of vidarabine | 20201013 |
WO-2021203043-A2 | Targeted inhibition using engineered oligonucleotides | 20200402 |
US-2021290752-A1 | Compositions and methods for inducing immune responses | 20200309 |
US-2021290756-A1 | Coronavirus vaccine compositions and methods | 20200309 |
WO-2021183563-A1 | Coronavirus vaccine compositions and methods | 20200309 |
PMID | Publication Date | Title | Journal |
22956516 | 20121101 | cAMP-dependent regulation of ovulatory response genes is amplified by IGF1 due to synergistic effects on Akt phosphorylation and NF-κB transcription factors | Reproduction (Cambridge, England) |
22673616 | 20120801 | Regulation of the human Na+-dependent glucose cotransporter hSGLT2 | American journal of physiology. Cell physiology |
22236403 | 20120601 | Bile acids induce monocyte differentiation toward interleukin-12 hypo-producing dendritic cells via a TGR5-dependent pathway | Immunology |
22700334 | 20120601 | Aqueous-phase Sonogashira alkynylation to synthesize 5-substituted pyrimidine and 8-substituted purine nucleosides | Current protocols in nucleic acid chemistry |
22279148 | 20120401 | FKBP4 is regulated by HOXA10 during decidualization and in endometriosis | Reproduction (Cambridge, England) |
Complexity: | 367 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 4 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 345.00727 |
Formal Charge: | 0 |
Heavy Atom Count: | 20 |
Hydrogen Bond Acceptor Count: | 8 |
Hydrogen Bond Donor Count: | 4 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 345.00727 |
Rotatable Bond Count: | 2 |
Topological Polar Surface Area: | 140 Å2 |
Undefined Atom Stereocenter Count: | 0 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | 0 |
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